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RU2018100340A - EPOXY RESIN COMPOSITION REINFORCED BY FIBER COMPOSITION MATERIAL, FORMED PRODUCT AND HIGH PRESSURE VESSEL - Google Patents

EPOXY RESIN COMPOSITION REINFORCED BY FIBER COMPOSITION MATERIAL, FORMED PRODUCT AND HIGH PRESSURE VESSEL Download PDF

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RU2018100340A
RU2018100340A RU2018100340A RU2018100340A RU2018100340A RU 2018100340 A RU2018100340 A RU 2018100340A RU 2018100340 A RU2018100340 A RU 2018100340A RU 2018100340 A RU2018100340 A RU 2018100340A RU 2018100340 A RU2018100340 A RU 2018100340A
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epoxy resin
resin composition
component
constituent component
group
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RU2018100340A
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Аюми МОРИ
Нориюки ХИРАНО
Масаюки МИЕСИ
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Торэй Индастриз, Инк.
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    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/04—Reinforcing macromolecular compounds with loose or coherent fibrous material
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    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
    • C08G59/32—Epoxy compounds containing three or more epoxy groups
    • C08G59/38—Epoxy compounds containing three or more epoxy groups together with di-epoxy compounds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J3/00—Processes of utilising sub-atmospheric or super-atmospheric pressure to effect chemical or physical change of matter; Apparatus therefor
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    • C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
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    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/42—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof
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    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/42—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof
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    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
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Claims (45)

1. Композиция эпоксидной смолы, содержащая следующие составляющие компоненты [A] и [B], в которой композиция эпоксидной смолы, отвержденная в отвержденный продукт, имеет модуль эластичности в каучукообразном состоянии при оценке динамических вязкоупругих свойств 10 МПа или меньше, и отвержденный продукт имеет температуру стеклования 95°C или выше:1. The epoxy resin composition containing the following constituent components [A] and [B], in which the epoxy resin composition cured into the cured product has a rubbery elastic modulus when evaluating the dynamic viscoelastic properties of 10 MPa or less, and the cured product has a temperature Glass transitions of 95 ° C or higher: [A] бифункциональная или более функциональная эпоксидная смола, содержащая ароматическое кольцо; и[A] a bifunctional or more functional epoxy resin containing an aromatic ring; and [B] аминный отвердитель или ангидридный отвердитель.[B] amine hardener or anhydride hardener. 2. Композиция эпоксидной смолы по п. 1, содержащая следующие составляющие компоненты [a1] и [a2] в качестве составляющего компонента [A] и содержащая следующие составляющие компоненты [b1] и [b2] в качестве составляющего компонента [B]:2. The epoxy resin composition according to claim 1, containing the following constituent components [a1] and [a2] as a constituent component [A] and containing the following constituent components [b1] and [b2] as a constituent component [B]: [a1] трифункциональная или более функциональная ароматическая эпоксидная смола;[a1] trifunctional or more functional aromatic epoxy resin; [a2] необязательно замещенный глицидиланилин;[a2] optionally substituted glycidylaniline; [b1] ароматический диамин, имеющий заместитель в орто-положении каждой аминогруппы, или циклоалкилдиамин, имеющий заместитель на атоме углерода, соседнем к атому углерода, связанному с каждой аминогруппой; и[b1] an aromatic diamine having a substituent in the ortho position of each amino group, or cycloalkyl diamine having a substituent on a carbon atom adjacent to the carbon atom bonded to each amino group; and [b2] по меньшей мере, один амин, выбираемый из группы, состоящей из 4,4'-метиленбисциклогексиламина, 1,3-бисамино-метилциклогексана, N-циклогексил-1,3-пропандиамина и изофорондиамина.[b2] at least one amine selected from the group consisting of 4,4'-methylenebiscyclohexylamine, 1,3-bisamino-methylcyclohexane, N-cyclohexyl-1,3-propanediamine and isophorone diamine. 3. Композиция эпоксидной смолы по п. 2, содержащая от 20 до 40 масс.ч. составляющего компонента [a1] и от 20 до 60 масс.ч. составляющего компонента [a2] в 100 масс.ч. всей эпоксидной смолы.3. The epoxy resin composition according to claim 2, containing from 20 to 40 parts by weight of component component [a1] and from 20 to 60 parts by weight component component [a2] in 100 parts by weight all epoxy. 4. Композиция эпоксидной смолы по п. 1, содержащая следующий составляющий компонент [a1] в качестве составляющего компонента [A] и содержащая следующие составляющие компоненты [b1] и [b3] в качестве составляющего компонента [B]:4. The epoxy resin composition according to claim 1, containing the following constituent component [a1] as the constituent component [A] and containing the following constituent components [b1] and [b3] as the constituent component [B]: [a1] трифункциональная или более функциональная ароматическая эпоксидная смола;[a1] trifunctional or more functional aromatic epoxy resin; [b1] ароматический диамин, имеющий заместитель в орто-положении каждой аминогруппы, или циклоалкилдиамин, имеющий заместитель на атоме углерода, соседнем к атому углерода, связанному с каждой аминогруппой; и[b1] an aromatic diamine having a substituent in the ortho position of each amino group, or cycloalkyl diamine having a substituent on a carbon atom adjacent to the carbon atom bonded to each amino group; and [b3] ароматический моноамин, представленный следующей общей формулой (I) или (II):[b3] an aromatic monoamine represented by the following general formula (I) or (II): [Химическая формула 1][Chemical formula 1]
Figure 00000001
Figure 00000001
 в которой R1 представляет собой заместитель, выбираемый из атома водорода и алкильной группы, имеющей от 1 до 4 атомов углерода, и R2 представляет собой заместитель, выбираемый из атома кислорода, сульфонильной группы и метиленовой группы; илиin which R 1 represents a substituent selected from a hydrogen atom and an alkyl group having from 1 to 4 carbon atoms, and R 2 represents a substituent selected from an oxygen atom, a sulfonyl group and a methylene group; or [Химическая формула 2][Chemical formula 2]
Figure 00000002
Figure 00000002
 в которой R3 представляет собой заместитель, выбираемый из атома водорода и алкильной группы, имеющей от 1 до 4 атомов углерода.in which R 3 represents a substituent selected from a hydrogen atom and an alkyl group having from 1 to 4 carbon atoms. 5. Композиция эпоксидной смолы по п. 4, в которой составляющий компонент [b3] представляет собой ароматический моноамин, представленный общей формулой (I).5. The epoxy resin composition according to claim 4, in which the constituent component [b3] is an aromatic monoamine represented by the general formula (I). 6. Композиция эпоксидной смолы по п. 1, содержащая следующий составляющий компонент [a3] в качестве составляющего компонента [A] и следующие составляющие компоненты [b4] и [b5] в качестве составляющего компонента [B]:6. The epoxy resin composition according to claim 1, containing the following constituent component [a3] as the constituent component [A] and the following constituent components [b4] and [b5] as the constituent component [B]: [a3] бифункциональная или более функциональная эпоксидная смола, имеющая флуореновую структуру;[a3] a bifunctional or more functional epoxy resin having a fluorene structure; [b4] ангидрид кислоты, представленный следующей общей формулой (III):[b4] an acid anhydride represented by the following general formula (III): [Химическая формула 3][Chemical formula 3]
Figure 00000003
Figure 00000003
 в которой R4 представляет собой любой заместитель из линейных или разветвленных алкильных, алкенильных и алкинильных групп, имеющих от 6 до 16 атомов углерода; иin which R 4 represents any substituent of linear or branched alkyl, alkenyl and alkynyl groups having from 6 to 16 carbon atoms; and [b5] по меньшей мере, один ангидрид кислоты, выбираемый из группы, состоящей из тетрагидрофталевого ангидрида, метилтетрагидрофталевого ангидрида, метилэндикового ангидрида, гексагидрофталевого ангидрида и метилгексагидрофталевого ангидрида.[b5] at least one acid anhydride selected from the group consisting of tetrahydrophthalic anhydride, methyltetrahydrophthalic anhydride, methylenedic anhydride, hexahydrophthalic anhydride and methylhexahydrophthalic anhydride. 7. Композиция эпоксидной смолы по п. 6, имеющая отношение масс.ч. составляющего компонента [b4] к сумме масс.ч. составляющих компонентов [b4] и [b5] от 0,3 до 0,6.7. The composition of the epoxy resin according to claim 6, related to the mass.h. component component [b4] to the sum of the mass.h. constituent components [b4] and [b5] from 0.3 to 0.6. 8. Композиция эпоксидной смолы по п. 1, содержащая, по меньшей мере, один из следующих составляющих компонентов [a2] и [a4] в качестве составляющего компонента [A], и дополнительно содержащая следующий составляющий компонент [C]:8. The epoxy resin composition according to claim 1, containing at least one of the following constituent components [a2] and [a4] as a constituent component [A], and further comprising the following constituent component [C]: [a2] необязательно замещенный диглицидиланилин;[a2] optionally substituted diglycidylaniline; [a4] тетраглицидилдиаминодифенилметан; и[a4] tetraglycidyldiaminodiphenylmethane; and [C] монофункциональная эпоксидная смола, которая представляет собой простой фенилглицидиловый эфир, замещенный трет-бутильной группой, втор-бутильной группой, изопропильной группой или фенильной группой.[C] a monofunctional epoxy resin which is a phenyl glycidyl ether substituted with a tert-butyl group, a sec-butyl group, an isopropyl group or a phenyl group. 9. Композиция эпоксидной смолы по п. 8, содержащая от 20 до 50 масс.ч. составляющего компонента [C] в 100 масс.ч. всей эпоксидной смолы.9. The epoxy resin composition of claim 8, containing from 20 to 50 parts by weight of component component [C] in 100 parts by weight all epoxy. 10. Композиция эпоксидной смолы по п. 8 или 9, содержащая составляющие компоненты [a2] и [a4] в качестве составляющего компонента [A].10. The epoxy resin composition of claim 8 or 9, comprising the constituent components [a2] and [a4] as the constituent component [A]. 11. Композиция эпоксидной смолы по любому из пп. 8-10, в которой составляющий компонент [B] представляет собой ангидридный отвердитель.11. The epoxy resin composition according to any one of paragraphs. 8-10, in which the constituent component [B] is an anhydride hardener. 12. Композиция эпоксидной смолы по п. 11, содержащая соединение, имеющее норборненовый каркас или норборнановый каркас, в качестве составляющего компонента [B].12. The epoxy resin composition of claim 11, comprising a compound having a norbornene scaffold or a norbornane scaffold as a constituent component [B]. 13. Композиция эпоксидной смолы по любому из пп. 8-10, в которой составляющий компонент [B] представляет собой аминный отвердитель, и композиция эпоксидной смолы содержит следующий составляющий компонент [b1] в качестве составляющего компонента [B]:13. The epoxy resin composition according to any one of paragraphs. 8-10, in which the constituent component [B] is an amine hardener, and the epoxy resin composition contains the following constituent component [b1] as the constituent component [B]: [b1] ароматический диамин, имеющий заместитель в орто-положении аминогруппы, или циклоалкилдиамин, имеющий заместитель на атоме углерода, соседнем к атому углерода, имеющему аминогруппу.[b1] an aromatic diamine having a substituent at the ortho position of the amino group, or cycloalkyl diamine having a substituent on a carbon atom adjacent to a carbon atom having an amino group. 14. Композиция эпоксидной смолы по п. 13, дополнительно содержащая алифатический полиамин, имеющий структуру алкиленгликоля, в качестве составляющего компонента [B].14. The epoxy resin composition of claim 13, further comprising an aliphatic polyamine having an alkylene glycol structure as a constituent component [B]. 15. Композиция эпоксидной смолы по п. 13, дополнительно содержащая изофорондиамин в качестве составляющего компонента [B].15. The epoxy resin composition of claim 13, further comprising isophorondiamine as a constituent component [B]. 16. Композиция эпоксидной смолы по любому из пп. 1-3 или 6-15, имеющая вязкость при 25°C 2000 мПа⋅сек или меньше.16. The epoxy resin composition according to any one of paragraphs. 1-3 or 6-15 having a viscosity at 25 ° C of 2000 mPa⋅sec or less. 17. Композиция эпоксидной смолы по п. 4 или 5, имеющая вязкость при 25°C 3000 мПа⋅сек или меньше.17. The epoxy resin composition of claim 4 or 5, having a viscosity at 25 ° C of 3000 mPa⋅sec or less. 18. Армированный волокном материал, содержащий отвержденный продукт композиции эпоксидной смолы по любому из пп. 1-17, и армирующее волокно.18. Fiber-reinforced material containing the cured product of the epoxy resin composition according to any one of paragraphs. 1-17, and reinforcing fiber. 19. Формованное изделие, содержащее армированный волокном материал по п. 18.19. A molded product containing a fiber reinforced material according to claim 18. 20. Сосуд высокого давления, содержащий армированный волокном материал по п. 18.20. A pressure vessel containing fiber-reinforced material according to claim 18.
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